Towering over the town, Fort Charles was supposed to protect the ships of the Royal Navy moored in the harbor below. The fortress also included the Commodore's office, a dank prison cellblock and, in the center courtyard of the fort, a gallows to remind the townspeople just where they were. The cannons that point out from the battlements were a menacing warning to pirates cruising offshore. However, the fort's garrison was helpless after the town was attacked by the crew of the Black Pearl. Fort Charles was England's biggest government fort in the Caribbean, until a battering from the cannons of the Black Pearl left the fort quite a lot smaller, boosting the pirates' power.

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The fort which later became known as Fort Charles was built immediately after the British conquest of Jamaica. Originally known as Fort Cromwell, the fort was renamed Fort Charles after the restoration of monarchy in England in 1660. Fort Charles was the only military fortification in Port Royal which survived the devastating earthquake in 1692.

Towering over the docks, Fort Charles guarded Port Royal from pirate attacks; at least that was the idea. In fact, the fort had too few cannons, and its soldiers were better at drills and parades than warfare. The garrison finds it hard to defend itself, as well as it being impossible to protect the people of Port Royal. Pirates ruled the Caribbean, and their ships were heavily armed. As cannonballs battered the stone walls of the fort, the ramparts are no place for someone like dithering GovernorWeatherby Swann, who quaked with fear at every blast.[5]

With grand parapets atop her imposing stone walls and a beautiful arched bell tower designed with a distinct Spanish flair to showcase each and every radiant sunset, Fort Charles was an 18th century military base. The fortress also included the Commodore's office, a dank prison cellblock and, in the center courtyard of the fort, a gallows to remind the townspeople just where they were.

The fort was dominated by a main courtyard used as a public execution area and a military command center. Closer to the port were the prisons, from which prisoners could see both the fort's battlements and the harbor. The battlement's stone parapets were lined with cannons.[2] Near the gallows was a graveyard used to bury those who were executed. During its early days of use the fort had a flag of Great Britain displayed, in its later days a flag of the East India Company was placed alongside the British flag. [6]

In Pirates of the Caribbean Online, the fort's layout is bit different from the movies. It is surrounded by an outer wall, the wall has a gate which leads to a path uphill where the entrance is located. A big staircase leads into the interior of the fort. A crew member of Jack Sparrow's crew, Gordon Greer, can be found imprisoned here.